A novel, efficient and selective photoredox catalytic anti-Markovnikov hydroalkylation of 2-aryl enamides is described. In the presence of base, 2-methyl-2-(N-methylbenzamidooxy)propanoic acid generated a N-centered amidyl radical under visible-light irradiation, which transformed into C-centered α-amino alkyl radical via unusual 1,2-HAT process. The addition of α-amino alkyl radical to 2-aryl enamide and the following reduction-protonation processes afforded 1,3-propanediamine derivatives.

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